Overland holiday lettings

We found 1,182 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in Overland that are perfect for your trip. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a fireplace. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Overland

Showing deals for:24 Apr - 1 May

Image gallery for Safe Quiet Neighborhood! Clean and Cozy Family Friendly 2 bd w/ Large Deck!

Living area
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Safe Quiet Neighborhood! Clean and Cozy Family Friendly 2 bd w/ Large Deck!

St. Louis

8% off
Price is £1,172
for 7 nights, 1 home
£167 per night
includes taxes & fees
Safe Quiet Neighborhood! Clean and Cozy Family Friendly 2 bd w/ Large Deck!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Lively Overland will entice you

The area's live music and churches are just some of the reasons to come on holiday to Overland. This romantic city attracts visitors thanks to its bars and coffee shops. St. Louis Union Station and Busch Stadium are just a couple of the must-see attractions in the area. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Overland

Are you searching for top things to see and do while you're in the area? Venture out of your cosy holiday rental and check out everything that makes Overland a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • St. Louis Zoo (6.2 mi / 9.9 km)
  • St. Louis Aquarium at Union Station (10.1 mi / 16.2 km)
  • Grant's Farm (10.4 mi / 16.7 km)
  • World Wide Technology Raceway (13.1 mi / 21 km)
  • Chesterfield Sports Fusion (13.5 mi / 21.8 km)
  • Creve Coeur Golf Club (4.1 mi / 6.7 km)

Exploring the natural features in Overland

Whether you're an adventurous traveller or just want to take in the scenery, Overland is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Forest Park (6.5 mi / 10.5 km)
  • Jewel Box (6.5 mi / 10.5 km)
  • Lou Fusz Soccer Complex (7 mi / 11.2 km)
  • Missouri Botanical Gardens and Arboretum (8.5 mi / 13.6 km)
  • Tower Grove Park (8.5 mi / 13.7 km)
  • Katy Trail (8.6 mi / 13.9 km)

Travelling to and around Overland

The nearest airport is in Lambert-St. Louis International Airport (STL), located 2.9 mi (4.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into St. Louis, MO (SUS-Spirit of St. Louis), which is 15.1 mi (24.3 km) away.

Frequently asked questions

What is the best area to stay in Overland when booking a holiday rental?
When considering a holiday rental in Overland, Missouri, one of the most appealing areas to stay is the neighbourhood around the charming Olde Towne. This area boasts a delightful mix of quaint shops, local eateries, and a friendly community atmosphere. Visitors can enjoy the nearby Overland Community Centre, which offers various recreational activities and events throughout the year, making it a vibrant spot for families and those looking to engage with local culture.

Another excellent option is the vicinity of Woodson Terrace, which is conveniently located near major transport links. This neighbourhood is characterised by its peaceful residential streets and proximity to attractions like the St. Louis Zoo, just a short drive away. The zoo is a fantastic family-friendly destination, renowned for its diverse animal exhibits and beautiful grounds.
How much does it cost to rent a holiday home in Overland?
Prices for holiday rentals in Overland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Overland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Overland holiday house rentals?
You can find great discounts on house rentals in Overland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Overland?
In Overland, holiday houses are quite popular, with several available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them well-suited for families or larger groups. Many also come with outdoor spaces like gardens or patios, great for enjoying the local atmosphere. Additionally, apartments and condos are also commonly found, offering a more compact and convenient stay, often located near local amenities and parks.
Are there any family house rentals in Overland?
In Overland, Missouri, there are several family-friendly house rentals available, making it a great choice for groups seeking a comfortable stay. Visitors can find homes in residential neighbourhoods that offer plenty of space for everyone. Many of these properties feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces for children to play.
Can I find long-stay holiday rentals in Overland?
A long-stay holiday rental in Overland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Overland?
In Overland, Missouri, there are several pet-friendly house rentals available that cater to travellers looking to bring their furry companions along. These holiday homes typically feature spacious layouts, fully equipped kitchens, and outdoor areas where pets can play. Many properties offer amenities such as fenced yards, allowing for a secure environment for pets to roam freely.
Are there any remote work holiday rentals in Overland?
In Overland, Missouri, there are several holiday rentals available that cater to remote work needs. These properties typically offer amenities such as dedicated workspaces with desks and comfortable chairs, high-speed Wi-Fi, and safes for securing personal belongings. This makes them ideal for professionals looking to balance work and leisure while enjoying the local area. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Overland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Overland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Overland?
In Overland, popular holiday rental amenities include essential kitchen facilities such as microwaves, ovens, and refrigerators, which enable guests to prepare their own meals during their stay. Many properties also come equipped with cookware, dishware, and utensils, ensuring a convenient and comfortable experience. These amenities cater well to families or groups looking for a homely feel while exploring the area.
When is the best time to visit Overland for a holiday rental?
The most popular time to visit Overland is during the peak season from May to July, when the weather is warm and inviting. This vibrant period attracts a flurry of tourists eager to explore the local parks, enjoy outdoor festivals, and savour al fresco dining options. With temperatures typically ranging from the mid-teens to low 30s Celsius, it's an excellent time for activities such as hiking in nearby parks or enjoying family outings.

July stands out as the height of the season, offering a lively atmosphere filled with events and gatherings. Visitors can partake in local celebrations, such as the annual Overland Community Festival, which showcases food, music, and fun activities for all ages.

If you're looking for a more budget-friendly option, consider planning your visit in November. This month allows for a quieter experience while still offering beautiful autumn scenery and a chance to explore the local attractions without the crowds.
How early should I book a Overland holiday rental?
Book your Overland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Overland home rental booking on Vrbo?
To find Overland holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Overland holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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